Iproxifene, Miproxifene phosphate, TAT-59
[4-[(E)-1-[4-(2-二甲基氨基乙氧基)苯基]-2-(4-丙-2-基苯基)丁-1-烯基]苯基]磷酸二氢酯Chemical Name: (E)-4-[1-[4-[2-(Dimethylamino)ethoxy]phenyl]-2-(4-isopropylphenyl)-1-butenyl]phenol phosphate; Phosphoric acid (E)-4-[1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-(4-isopropylphenyl)-1-butenyl]phenyl monoester
CAS No. 115767-74-3
项目整合开发状态: Phase III
项目研究机构: Taiho (Originator)
合成路线:The Grignard condensation of 4'-[2-(dimethylamino)ethoxy]-2-(4-isopropylphenyl)butyrophenone (I) with 4-(2-tetrahydropyranyloxy)phenylmagnesium bromide (II) in refluxing THF gives the triphenylbutanol derivative (III).The dehydration and deprotection of (III) by means of HCl in ethanol yields (E)-4-[1-[4-[2-(dimethylamino)ethoxy)phenyl]-2-(4-isopropylphenyl)-1-butenyl]phenol (IV),which is finally esterified with POCl3 in pyridine and hydrolyzed with NaHCO3 in ice water followed by acidification with concentrated HCl.
📌 参考资料/链接：
参考文献标题:1,1,2-Triaryl-1-butene derivs.
文献作者:Asao,T.; Takeda,S.; Sugimoto,Y.; Toko,T.; Yamada,Y.; Ogawa,K.; Unemi,N.(Taiho Pharmaceutical Co.,Ltd.)
参考来源:AU 8775199; JP 1988503618; US 4897503; WO 8707609
📄 详细内容
合成路线:The Grignard condensation of 4'-[2-(dimethylamino)ethoxy]-2-(4-isopropylphenyl)butyrophenone (I) with 4-(2-tetrahydropyranyloxy)phenylmagnesium bromide (II) in refluxing THF gives the triphenylbutanol derivative (III).The dehydration and deprotection of (III) by means of HCl in ethanol yields (E)-4-[1-[4-[2-(dimethylamino)ethoxy)phenyl]-2-(4-isopropylphenyl)-1-butenyl]phenol (IV),which is finally esterified with POCl3 in pyridine and hydrolyzed with NaHCO3 in ice water followed by acidification with concentrated HCl.
参考文献标题:TAT-59
文献作者:Hoshi,A.
参考来源:Drugs Fut 1991,16(3),217
产品链接: CAS No. 115767-74-3››